Frequently Asked Question

Questions asked by users might not always be phrased in the clearest way.

What are your thoughts on the feasibility and reaction conditions for synthesizing iminodisucccinic acid from fumaric acid and ammonium bicarbonate, as opposed to using maleic anhydride and ammonia?

Accepted Answer

The synthesis of iminodisuccinic acid (IDS) from fumaric acid and ammonium bicarbonate is feasible, but likely less efficient than using maleic anhydride and ammonia. Here's why:

Fumaric acid's double bond is more stable than maleic anhydride's. This makes it less reactive toward nucleophilic attack by ammonia, requiring more forcing conditions (higher temperatures and pressures) and potentially leading to lower yields.

Maleic anhydride's cyclic structure allows for a more direct reaction with ammonia. The ring opening and subsequent reaction with ammonia is likely more facile than the reaction of fumaric acid.
While both approaches are possible, the use of maleic anhydride with ammonia offers a more straightforward and efficient route to IDS synthesis.


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